20 WINDABOUT DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(3)
Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Greenwich School District
Neighborhood · ZIP 06831These are comparison scores, not percentages. 100 equals the national average, so 150 means about 50% above average.
Index scale: 100 = US average (tick). Lower is better.
Owner Tools
Data by ATTOM. Valuations are automated estimates, not appraisals. Photos from Google Street View and may not depict the current property state.
How this home compares
20 Windabout Dr measured against every home in its neighborhood, its ZIP code and its county, using county assessor records refreshed nightly. A home can stand out in one of those areas and look ordinary in another, because each one holds a different mix of homes.
- Worth more than 96% of homes in Western Connecticut County
- Costs more per square foot than 93% of homes in Western Connecticut County
- Bigger than 93% of homes in Western Connecticut County
- Has a bigger lot than 87% of homes in Western Connecticut County
What homes are worth in Greenwich 06831
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 72% of homes in Greenwich 06831.
How it measures up in Greenwich 06831
The dot is this home. The mark in the middle is the typical home in Greenwich 06831.
Pricier than 72% of homes nearby
Pricier than 81% of homes nearby
Bigger than 71% of homes nearby
Bigger than 62% of homes nearby
Newer than 42% of homes nearby
| Measure | This home | Greenwich 06831 | Western Connecticut County |
|---|---|---|---|
| Estimated valuepricier than | $4,240,863 | 72% of homes | 96% of homes |
| Price per ft²pricier than | $911 | 81% of homes | 93% of homes |
| Living areabigger than | 4,656 ft² | 71% of homes | 93% of homes |
| Lot sizebigger than | 2.14 ac | 62% of homes | 87% of homes |
| Year builtnewer than | 1963 | 42% of homes | 44% of homes |
About 20 Windabout Dr
How much is 20 Windabout Dr, Greenwich, CT worth?
The TopHap Estimate for 20 Windabout Dr, Greenwich, CT is $4,240,863 as of Sep 24, 2026. The likely range is $3,976,943 to $4,504,783. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 20 Windabout Dr, Greenwich, CT last sell?
20 Windabout Dr, Greenwich, CT last sold on Aug 10, 2006 for $3,800,000, according to the county's recorded deed.
How big is 20 Windabout Dr, Greenwich, CT?
20 Windabout Dr, Greenwich, CT has 4 bedrooms, 4.5 bathrooms, 4,656 square feet of living space and a 2.14-acre lot.
When was 20 Windabout Dr, Greenwich, CT built?
20 Windabout Dr, Greenwich, CT was built in 1963, making it 63 years old. It is a colonial home. The building has 2 stories.
What schools serve 20 Windabout Dr, Greenwich, CT?
20 Windabout Dr, Greenwich, CT is assigned to Glenville School (elementary), rated A+; Greenwich High School (high), rated A+; Western Middle School (middle), rated A. All sit in Greenwich School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 20 Windabout Dr, Greenwich, CT compare to other homes in Greenwich 06831?
Among the 5,196 homes in Greenwich 06831, it is worth more than 72% of them ($4,240,863 against a typical $2,190,510), its price per square foot is higher than 81% of them ($911 against a typical $707), it is bigger than 71% of them (4,656 ft² against a typical 2,968 ft²), its lot is bigger than 62% of them (2.14 ac against a typical 1.37 ac) and it is newer than 42% of them (1963 against a typical 1968). Measured against all of Western Connecticut County, it is worth more than 96% of homes there. These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on 20 Windabout Dr, Greenwich, CT?
The 2025 property tax bill for 20 Windabout Dr, Greenwich, CT was $21,127. The county assessed it at $1,754,760.
More homes on Windabout Dr
- 8 Windabout Dr$3.8M3 bd · 3 ba · 4,175 ft² · Sold $2.9M · Jun 2024
- 25 Windabout Dr$4.8M4 bd · 5.5 ba · 5,896 ft² · Sold $2.7M · Jun 2023
- 11 Windabout Dr$6.3M5 bd · 5.5 ba · 7,263 ft² · Sold $3.7M · Aug 2020
- 17 Windabout Dr$10M8 bd · 9.5 ba · 9,250 ft² · Sold $7.5M · Jul 2020
- 3 Windabout Dr$8.3M4 bd · 5 ba · 8,424 ft² · Sold Jan 1900
Closest homes
- 8 Windabout Dr$3.8M378 ft · 3 bd · 3 ba · 4,175 ft² · Sold $2.9M · Jun 2024
- 11 Windabout Dr$6.3M445 ft · 5 bd · 5.5 ba · 7,263 ft² · Sold $3.7M · Aug 2020
- 17 Windabout Dr$10M375 ft · 8 bd · 9.5 ba · 9,250 ft² · Sold $7.5M · Jul 2020
- 26 Round Hill Rd$5M445 ft · 5 bd · 5.5 ba · 4,758 ft² · Sold $3.6M · Feb 2023
- 25 Windabout Dr$4.8M396 ft · 4 bd · 5.5 ba · 5,896 ft² · Sold $2.7M · Jun 2023
- Vineyard Ln0.1 mi · 2.69 ac · Sold Jan 1900
- 31 Vineyard Ln$3.8M0.1 mi · 4 bd · 5.5 ba · 5,676 ft² · Sold $2.3M · Dec 2021
- 15 Vineyard Ln$8.9M0.1 mi · 6 bd · 7 ba · 7,718 ft² · Sold $4.4M · Nov 2002
More homes in Greenwich 06831
- 17 Rex St$899K3 bd · 2 ba · 1,624 ft² · Sold $1.1M · Sep 2026
- 128 Weaver St$2.4M3 bd · 3.5 ba · 2,946 ft² · Sold $2.4M · Sep 2026
- 14 Greenwich Hills Dr$1.3M3 bd · 2.5 ba · 1,843 ft² · Sold $1.3M · Sep 2026
- 16 Vineyard Ln2 ac · Sold $3.8M · Sep 2026
- 31 Hawthorne St N$2.3M5 bd · 3.5 ba · 2,400 ft² · Sold $2.3M · Sep 2026
- 1365 King St$1.6M1 bd · 1 ba · 1,512 ft² · Sold $1.6M · Sep 2026
- 49 Riverdale Ave6 bd · 3.5 ba · 2,572 ft² · Sold $2.2M · Sep 2026
- 208 Bedford Rd$2.5M4 bd · 3.5 ba · 4,955 ft² · Sold $2.5M · Sep 2026
- 469 Taconic Rd$3.3M4 bd · 4.5 ba · 4,616 ft² · Sold $3.2M · Sep 2026
- 456 Round Hill Rd$5M4.58 ac · Sold $5M · Sep 2026
- 55 Will Merry Ln$4M5 bd · 7 ba · 6,216 ft² · Sold $4M · Sep 2026
- 39 Glenville St$2.1M4 bd · 4.5 ba · 2,739 ft² · Sold $2.1M · Sep 2026
Assigned schools
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